I just keep trying, and failing

In February I found out I was pregnant with my first baby! In April, just days after my first appointment, I had a miscarriage. I have had one regular period since then, but now I am 5 days late...I have taken 2 tests & both I believe are negatives. I posted them, just incase anyone wanted to give some feed back. Everyone around me is getting pregnant, and so many "accidental pregnancies." It's so discouraging when I want a baby so bad..anyone else has something similar to them happen? How long should I wait to test again or should I just go to the dr?